
Vacation rentals in Madison
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness, and more.

Edwardsville Apartment - The Woodland Suite
The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Cozy 2-bedroom home minutes from ST. Louis, MO
Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

Catch The Dream:; An Immersive Equestrian Escape
Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

Historic Victorian comfort Great safe nghbhd
First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

Luxurious Downtown Loft Steps From City Museum
You and your group will adore this stunning & spacious downtown 4th floor loft located right on the popular Washington Avenue in St. Louis! You will be in a prime location and can walk to so many restaurants, cafes, shops, bars, and even attractions like The City Museum and Union Station! Cozy up on the plush couch, turn on the gas fireplace, and enjoy a gorgeous sunset view right from the living room! With a spa tub, luxury bedding/towels/bath robes, and furnishings…you won’t want to leave!

Wooded Oasis with Free Bottle of wine+brkfst
Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Log Cabin with Breathtaking View
Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

Sunset Cottage - 2 King beds! Downtown Glen Carbon
Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13

Cheerful 4-bedroom home with fireplace
Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.

Riverview Home w/ Enclosed Porch in Downtown Alton
This restored 1800s home is in the heart of downtown Alton, making it easy to plan your visit. Walking distance to many local restaurants, coffee shops, bars, and shops! We are conveniently located near Your Event Space and Post Commons, making it easy to walk to the wedding you're in or attending! We are just steps away from The Pedestrian Bridge, giving you walking access to The Ampitheater, Farmers Markets, and Argosy Casino.

Private, Bluff-Top Cottage Above Mississippi River
This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Pere Ridge Tree Escape
Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.
Popular amenities for Madison vacation rentals
Stay near Madison's top sights
Other great vacation rentals in Madison

Historic Leclaire Cottage on the Park

Blair's Pool House - Creve Couer Hot Tub Game Room

Luxurious, spa-like retreat steps from Main St.

The Wooded Retreat in Historic Edwardsville

"Blue Bliss Retreat in Granite"n

Serene & Cozy Cabin + LAKE! Near Purina & SixFlags

Hidden Woods Haven

New Private Luxury Retreat | Hot Tub & Fire Pit
Destinations to explore
- Chicago Vacation rentals
- Nashville Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Kansas City Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Branson Vacation rentals
- Memphis Vacation rentals
- Lake of the Ozarks Vacation rentals
- Busch Stadium
- Central West End
- Six Flags St. Louis
- Enterprise Center
- Saint Louis Zoo
- St. Louis Aquarium at Union Station
- City Museum
- Missouri Botanical Garden
- The Dome at America's Center
- Gateway Arch National Park
- Hidden Valley Ski Resort
- Castlewood State Park
- Washington University in St Louis
- Gateway Arch
- Forest Park
- Cathedral Basilica of Saint Louis
- Saint Louis Science Center
- Saint Louis University
- Missouri History Museum
- Fabulous Fox
- Laumeier Sculpture Park
- Saint Louis Art Museum
- Soulard Farmers Market
- The Pageant




